A Dominant writes an intimate introductory letter to a prospective submissive, outlining binding, blindfolding, spanking, and anal play while demanding obedience and delayed orgasm.
#first-time-anal
33 stories tagged with this.
A married bisexual man reconnects with his oral fixation by hooking up with a well-endowed stranger from Craigslist, exploring his anal virginity.
A horny teen boy fantasizes about anal sex with his girlfriend during class and takes her back to his apartment to try it.
A husband dressed as Santa Claus fulfills his wife's Christmas fantasy, which includes her first anal experience after years of marriage.
A husband and wife seduce a young Vietnamese coworker from her office, leading to a threesome where both women lose their anal virginity.
A husband lets his wife take the lead in exploring anal play for the first time, culminating in oral sex and her preparing to use a dildo on him.
A young man visits a proctologist for worsening hemorrhoids and unexpectedly discovers intense pleasure during his rectal examination.
Riley's lazy pool day turns into her first anal experience with her best friend's boyfriend.
A sorority girl loses her anal virginity to her boyfriend while his dickgirl sorority sisters cuddle nearby, all worn out from a wild night of group sex.
An older man introduces an older woman to anal sex by having her perform ass-to-mouth on a younger woman before taking her own anal virginity.
An established couple explores anal sex as the experienced male partner introduces and trains his curious woman to the pleasures of backdoor intimacy.
A young event planner recounts his sexual adventures with two Indian women, including threesomes, anal, and encounters in various locations.
A man ties himself to the bed in stockings and lace, eagerly awaiting his girlfriend's return to peg him for the first time.